A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Find Hotels with a Pool in Annapolis, MD from CA $138

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Check availability on Annapolis Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Annapolis hotels with a pool

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A multi-story hotel with a brick facade, large windows, and an American flag.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

1. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
  • Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
CA $150
CA $171 total
includes taxes & fees
Nov 15 - Nov 16
Crowne Plaza Annapolis by IHG
A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a hotel building in the background.
Restaurant
A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.
A hotel room with a flat-screen TV, a desk with a chair, a framed picture on the wall, a lamp, and an air conditioning unit.

2. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
  • Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
CA $131
CA $149 total
includes taxes & fees
Nov 11 - Nov 12
Hilton Garden Inn Annapolis
A hotel pool area with two pools, chairs, and a sunshade.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
A hotel reception area with a reception desk, a television, and seating area.

3. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
  • Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.
CA $168
CA $192 total
includes taxes & fees
Nov 9 - Nov 10
SpringHill Suites by Marriott Annapolis
A swimming pool with lounge chairs and a fence.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A gym with treadmills, weight machines, and dumbbells.

4. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.
CA $121
CA $138 total
includes taxes & fees
Nov 9 - Nov 10
Sonesta ES Suites Annapolis
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

5. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
  • Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
CA $129
CA $148 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, Annapolis, MD
A swimming pool with lounge chairs and a brick building in the background.
A hotel lobby with a reception desk, a fireplace, and a colorful rug.
A spacious lobby with a fireplace, multiple seating areas, and a view of the upper floor.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

6. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
CA $138
CA $157 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Annapolis
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

7. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
  • Splash into an aquatic haven at this Annapolis hotel, where an indoor pool and hot tub create the perfect year-round retreat.
CA $142
CA $162 total
includes taxes & fees
Nov 9 - Nov 10
Courtyard by Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

8. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
CA $281
CA $321 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
A poolside area with a white deck, lounge chairs, and a view of a swimming pool surrounded by trees.
A beach with a wooden pier extending into calm waters, surrounded by greenery and a clear sky.
Stylish kitchen with open layout and island seating
Open-concept kitchen flowing into the living area

9. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
CA $272
CA $681 total
includes taxes & fees
Oct 18 - Oct 19
Pool Loft Suite | Bay Access & Beach Passes
A swimming pool with a white fence, lounge chairs, and umbrellas.
Two Adirondack chairs facing a calm body of water with a clear sky above.
A modern food court with a central island, various food stations, and a yogurt display.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

10. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
CA $141
CA $156 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Annapolis East-Kent Island by IHG
View all properties

Choose what matters most at hotels with a pool in Annapolis

Breakfast included
4 stars
Hot tub
5 stars
Water park

Hotels with pools and free breakfast in Annapolis

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A multi-story hotel with a brick facade, large windows, and an American flag.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
CA $150
CA $171 total
includes taxes & fees
Nov 15 - Nov 16
Crowne Plaza Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
CA $129
CA $148 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, Annapolis, MD
A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.
A kitchenette with a coffee maker, a microwave, a sink, and a framed picture of a bridge.
Restaurant
An outdoor patio with tables and chairs, a brick floor, and a building with a green roof in the background.

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
CA $131
CA $149 total
includes taxes & fees
Nov 11 - Nov 12
Hilton Garden Inn Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

The Westin Annapolis

The Westin Annapolis
Annapolis
CA $281
CA $321 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A gym with treadmills, weight machines, and dumbbells.
A modern lobby with a reception desk, seating area, and a patterned rug.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
CA $121
CA $138 total
includes taxes & fees
Nov 9 - Nov 10
Sonesta ES Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
CA $142
CA $162 total
includes taxes & fees
Nov 9 - Nov 10
Courtyard by Marriott Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.
An outdoor patio area with tables and chairs, covered by large orange umbrellas, and a brick building in the background.
A hotel lobby with a reception desk, a fireplace, and a colorful rug.
A conference room with multiple tables and chairs, arranged in rows, with a carpeted floor and a framed picture on the wall.

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
CA $138
CA $157 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".
A hotel reception area with a reception desk, a television, and seating area.

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
CA $168
CA $192 total
includes taxes & fees
Nov 9 - Nov 10
SpringHill Suites by Marriott Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Good location, staff was polite, parking was very easy,breakfast was good, however, drain for bathtub did not work and we saw a few ants in bathroom."
Bernadette 2-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 14 hours ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."
PATRICK 3-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Stay was exceptional!!"
Kaiya 1-night trip
Posted 2 days ago
SpringHill Suites by Marriott Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 4 days ago
Best Western Annapolis

Frequently asked questions

What are some accommodations with pools in Annapolis?
DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. Historic Inns of Annapolis: Features complimentary wireless internet access, an indoor pool, and televisions. Crowne Plaza Annapolis by IHG: Hotel located near Annapolis City Dock. Offers a full-service spa, an indoor pool, and a snack bar/deli. Graduate by Hilton Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wired internet access. Hilton Garden Inn Annapolis Downtown: Provides a snack bar/deli, an indoor pool, and daily.
What is there to see and do in Annapolis?
Make a point to visit attractions like Maryland Hall for Creative Arts and Annapolis Maritime Museum. During your stay, check out sights such as Maryland State House, William Paca House, and Annapolis City Dock. Annapolis appeals to visitors with its array of dining options, major shopping area, and interesting historical sites.
When is the best time to book a hotel with a pool in Annapolis?
You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Annapolis in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 40°F.

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